Holiday rentals in Chestnut

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chestnut

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Heyworth

Sauna & Hot Tub A-Frame | 2-Acre Wooded Retreat

Hidden Grove: Private 2-acre wooded retreat near Bloomington, IL featuring a new outdoor sauna, hot tub under the stars, fire pit for s'mores, hammock, and Corn-hole. Steam away the stress, soak beneath a canopy of trees, and let the quiet woods slow your pace. Just a few minutes from hiking trails, outdoor adventures, and local restaurants, yet miles away from your stress. A serene luxury escape perfect for couples, families, or friends craving a true nature reset. Rejuvenate, relax, reconnect.

4.97 out of 5 average rating, 236 reviews

Guest favourite

A modern kitchen features sleek white cabinetry and a gray subway tile backsplash. Stainless steel appliances are complemented by a large island with three wooden stools. Natural light fills the space, highlighting the open layout that connects to a cozy living area.

Home in Lincoln

Renovated Retreat

This newly renovated 3BR/2BA home has all the amenities of home—a large and beautiful kitchen/dining area, ample seating in living area, master en-suite with king bed. All bedrooms have new memory foam mattresses. Completely fenced in back and side yard. Cleaned and sanitized with non-toxic cleaners and no perfumes or artificial scents for the allergy sensitive. We have meticulously renovated this property in 2020 with our guests in mind. We hope you will find it a calm and peaceful respite

4.93 out of 5 average rating, 166 reviews

Guest favourite

A green sign reading 'Old Gillett Farm' is positioned at the entrance of a private drive. The road is flanked by a wooden fence, with lush grass and trees visible on either side. A clear blue sky enhances the serene rural setting.

Home in Elkhart

Relaxing Vineyard Cottage on a Peaceful Farm

Discover the charm of our beautifully restored cottage, once the caretaker's home on the historic farm in Elkhart, IL. Ideal for retreats, vacation rentals, or photoshoots, this getaway offers a unique blend of history and comfort. The cottage features three spacious bedrooms, two full baths, and a fully equipped kitchen with an on-site washer and dryer. Unwind on the inviting front porch, where you can soak in the serene views of this tranquil oasis. Book now for a one-of-a-kind destination!

4.97 out of 5 average rating, 177 reviews

Top guest favourite

A spacious log cabin is nestled among tall trees, featuring multiple decks adorned with wooden railings. Large windows provide visibility into the inviting interior. Natural light filters through the leafy canopy, creating a serene outdoor setting.

Cabin in Bloomington

Massive Luxury Log Cabin w/Hot Tub & Gaming Level!

Sticks & Stones is an absolute UNICORN 🦄 of a luxury log cabin on the west edge of Bloomington, IL! Secluded in peaceful wooded acreage, yet just 10-15 minutes from a vibrant scene of local restaurants, landmarks & activities! 🤩 Entire LEVEL of gaming! 🎱🏒⛳️🏀 🫧 Jacuzzi & sauna! 🫜 Fully stocked kitchen 👑 Dreamy mattresses & furniture! 😌💤 🍿 6 HD TVs & Streaming 🎮 Xbox & Karaoke! 🎤 🕊️ 4 Beautiful Porches ☕️🍷 🔥 HUGE propane fire table AND wood fire pit! 🌳 Swings & large yard ⚽️

4.99 out of 5 average rating, 129 reviews

Guest favourite

Home in Decatur

3BR w/ Fenced Yard | Pets Welcome | Near Millikin

Our 3 bedroom home has been updated and set up for real life. The living room is spacious & bright, with blackout curtains for privacy. The two larger bedrooms also have blackout curtains. The bathroom has been completely remodeled (the bathtub is original). A dishwasher, washer & dryer are available. Soap pods are provided. There’s a fully fenced backyard for kids & dogs to play. The kitchen offers a stocked coffee bar. The covered front porch is perfect for that morning cup of coffee.

4.77 out of 5 average rating, 105 reviews

Top guest favourite

A renovated red caboose, TP&W 527, is positioned on railroad tracks surrounded by grass. The structure features white wheels and an elevated cupola, with windows and a yellow emblem. Green trees provide a natural backdrop, and a cobblestone pathway leads to the entrance.

Train in Oreana

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

4.99 out of 5 average rating, 168 reviews

Top guest favourite

A spacious living area features dark upholstered sofas arranged around a central ottoman. A flat-screen TV is mounted above a modern fireplace, and rich wooden beams adorn the ceiling. Light enters through multiple windows, illuminating the patterned area rug on the hardwood floor.

Flat in Lincoln

Steeple View

Enjoy a comfortable stay at this cozy upstairs apartment located downtown Lincoln. 1 queen bed , 1 .5 baths, laundry, walk in closet, sleeper sofa. Covered porch complete with a grill and seating. Everything you need for a visit or a long term stay! The best Lincoln has to offer all within a few blocks. Mexican, Italian, steak, world famous gyros, pizza, coffee, cafe's, breakfast, micro brewery, ice cream, art gallery, shopping, VIP theater and Amtrak all within a couple blocks.

4.97 out of 5 average rating, 119 reviews

Guest favourite

The exterior of Grimsley’s Flower Store is showcased, featuring large windows displaying floral arrangements. A bright green sign hangs above the entrance, illuminating the space below. Soft lighting within creates a welcoming atmosphere as flowers are visible through the glass.

Flat in Clinton

Spacious 3-bedroom above historic flower shop

Stay the night at this conveniently located apartment on Mr Lincoln Square in Clinton, IL above historic Grimsley’s Flower Store. Enjoy easy access to dining, shopping, and activities. Get ideal parking for Clinton’s famous Apple and Pork Festival. Outdoor fun is a short drive away at Clinton Lake or Weldon Springs Park. Friends and family can visit in the spacious living room. Multiple tvs, activities, and a dining area for six helps keep the whole family entertained.

4.92 out of 5 average rating, 123 reviews

Guest favourite

An inviting dining area features a round table surrounded by four ergonomic chairs. A plush, neutral-colored sofa is visible in the adjoining living space, complemented by warm lighting from overhead fixtures. The room is connected by an arched doorway, enhancing the open layout.

Home in Tunbridge Township

Quiet, clean country home

Relax with the whole family at this quiet, country home. You’ll enjoy an entire 3 bedroom/1 bath home at this location. Tucked on an 8 acre property that is completely secluded, you will be sure to enjoy all the quiet time and privacy this residence has to offer. A short 20 minute drive to weldon springs and Clinton Lake. Centrally located and within an hour of major towns such as Bloomington, Decatur, Champaign and Springfield to enhance dining options and activities

4.81 out of 5 average rating, 42 reviews

Top guest favourite

A spacious living area features a dark upholstery sofa with decorative pillows arranged on a circular area rug. A modern armchair sits next to a wicker basket. Artwork adorns the walls, and ambient lighting is provided by recessed ceiling lights.

Flat in Lincoln

Art Institute: Downtown Lincoln

Stay in a beautifully restored 1915 Oddfellows building in the heart of historic downtown Lincoln, IL. This unique Airbnb offers a charming blend of history and modern comfort, two art galleries and original architectural details. Just steps away from local restaurants, shops, and attractions, it’s perfect for history lovers and travelers seeking a one-of-a-kind experience. Enjoy the charm of the past with today’s conveniences in this iconic Art Institute setting.

4.95 out of 5 average rating, 132 reviews

Top guest favourite

A cozy living area is featured with a dark brown upholstered loveseat and a gray sofa. A wooden coffee table sits between them, accompanied by a decorative lamp on a side table. Natural light filters through sheer curtains, illuminating the warm wooden wall paneling.

Place to stay in Clinton

Peaceful country stay

This place is truly one of a kind. Step back in time and enjoy a peaceful stay in our remodeled retro mobile home in the country. A comfortable home from the past when time moved slowly and life was simpler. Part of the charm of our unique place is the remote location where you can still hear Birdsong in the mornings and watch stars at night. You can see the sunrise and some of the most beautiful sunsets. We are 10 miles from Clinton and 13 miles from Lincoln.

4.92 out of 5 average rating, 74 reviews

Guest favourite

The living area features a leather sofa and a green accent chair, positioned around a rustic coffee table. Natural light filters through large windows with blinds, illuminating the wooden floor. A festive tree adds a touch of holiday decor near the entrance, enhancing the space.

Loft in Lincoln

Lincoln's Loft - Hawthorne Loft Downtown Lincoln, IL

Lincoln's Loft - Hawthorne suite is a beautifully renovated, 1600 sq ft, street level apartment in downtown Lincoln, IL that was completed in March of 2021. Lincoln's Loft - Hawthorne Suite is an experience in itself. Decorated to emulate the untouchables, Eliot Ness’ office where they worked to track and convict Al Capone. This historically renovated space is a prime location for entertaining your group downtown, quiet family getaway, or a friends weekend.

4.97 out of 5 average rating, 218 reviews